Concise Multigram-Scale Synthesis of Push-Pull Tricyanofuran-Based Hemicyanines with Giant Second-Order Nonlinearity: An Alternative for Electro-optic Materials

被引：25

作者：

Bentoumi, Wissam ^{[1
]}

Mulatier, Jean-Christophe ^{[1
]}

Bouit, Pierre-Antoine ^{[1
]}

Maury, Olivier ^{[1
]}

Barsella, Alberto ^{[2
]}

Vola, Jean-Pierre ^{[2
]}

Chastaing, Evelyne ^{[3
]}

Divay, Laurent ^{[3
]}

Soyer, Francoise ^{[3
]}

Le Barny, Pierre ^{[3
]}

Bretonniere, Yann ^{[1
]}

Andraud, Chantal ^{[1
]}

机构：

[1] Univ Lyon 1, Chim Lab, ENS Lyon, CNRS,UMR 5182, F-69364 Lyon 7, France

[2] Univ Strasbourg, Inst Phys & Chim Mat Strasbourg, CNRS, UMR 7504, F-67034 Strasbourg 2, France

[3] Thales Res & Technol France, Lab Chim Mat Organ, F-91767 Palaiseau, France

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2014年 / 20卷 / 29期

关键词：

chromophores; electro-optic materials; nonlinear optics; push-pull systems; POLYMER MODULATORS; CHROMOPHORES; DESIGN; DYES;

D O I：

10.1002/chem.201402692

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Highly stable and highly soluble push-pull heptamethine hemicyanines based on the tricyanofuran electron-accepting group can be prepared on a 15 g scale. The compounds display giant second-order nonlinear figure of merit, mu beta of up to 31000 x 10(-48) esu, and lead to a poled material with a second-order nonlinear response, r(33) of 90 pmV(-1) at 1.06 mu m

引用

页码：8909 / 8913

页数：5

共 26 条

[1] EXPERIMENTAL AND COMPUTATIONAL INVESTIGATION OF THE QUADRATIC HYPERPOLARIZABILITY OF A SERIES OF DIARYLS AND POLYARYLS [J].

BARZOUKAS, M ;

FORT, A ;

BOY, P ;

COMBELLAS, C ;

THIEBAULT, A .

CHEMICAL PHYSICS, 1994, 185 (01) :65-74

[2] Organic electro-optics: Understanding material structure/function relationships and device fabrication issues [J].

Benight, Stephanie J. ;

Bale, Denise H. ;

Olbricht, Benjamin C. ;

Dalton, Larry R. .

JOURNAL OF MATERIALS CHEMISTRY, 2009, 19 (40) :7466-7475

[3] Synthesis, linear & non linear optical (NLO) properties of some indoline based chromophores [J].

Bhuiyan, M. Delower H. ;

Ashraf, Mohamed ;

Teshome, Ayele ;

Gainsford, Graeme J. ;

Kay, Andrew J. ;

Asselberghs, Inge ;

Clays, Koen .

DYES AND PIGMENTS, 2011, 89 (02) :177-187

[4] Electrooptic polymer ring resonator modulation up to 165 GHz [J].

Bortnik, Bartosz ;

Hung, Yu-Chueh ;

Tazawa, Hidehisa ;

Seo, Byoung-Joon ;

Luo, Jingdong ;

Jen, Alex K. -Y ;

Steier, William H. ;

Fetterman, Harold R. .

IEEE JOURNAL OF SELECTED TOPICS IN QUANTUM ELECTRONICS, 2007, 13 (01) :104-110

[5] Near IR nonlinear absorbing chromophores with optical limiting properties at telecommunication wavelengths [J].

Bouit, Pierre-Antoine ;

Wetzel, Guillaume ;

Berginc, Gerard ;

Loiseaux, Brigitte ;

Toupet, Loic ;

Feneyrou, Patrick ;

Bretonniere, Yann ;

Kamada, Kenji ;

Maury, Olivier ;

Andraud, Chantal .

CHEMISTRY OF MATERIALS, 2007, 19 (22) :5325-5335

[6]

Bretonniere Y., 2011, [No title captured], Patent No. [PCT/Fr2011/050087, 2011050087]

[7] New Cross-Linkable Polymers with Huisgen Reaction Incorporating High μβ Chromophores for Second-Order Nonlinear Optical Applications [J].

Cabanetos, Clement ;

Bentoumi, Wissam ;

Silvestre, Virginie ;

Blart, Errol ;

Pellegrin, Yann ;

Montembault, Veronique ;

Barsella, Alberto ;

Dorkenoo, Kokou ;

Bretonniere, Yann ;

Andraud, Chantal ;

Mager, Loic ;

Fontaine, Laurent ;

Odobel, Fabrice .

CHEMISTRY OF MATERIALS, 2012, 24 (06) :1143-1157

[8] Electric Field Poled Organic Electro-optic Materials: State of the Art and Future Prospects [J].

Dalton, Larry R. ;

Sullivan, Philip A. ;

Bale, Denise H. .

CHEMICAL REVIEWS, 2010, 110 (01) :25-55

[9] Rational design of organic electro-optic materials [J].

Dalton, LR .

JOURNAL OF PHYSICS-CONDENSED MATTER, 2003, 15 (20) :R897-R934

[10] Solid phase synthesis of ultra-photostable cyanine NIR dye library [J].

Das, Raj Kumar ;

Samanta, Animesh ;

Ha, Hyung-Ho ;

Chang, Young-Tae .

RSC ADVANCES, 2011, 1 (04) :573-575

← 1 2 3 →